Unstructured Outerwear

If you have read some of my previous post, you will be aware of how much I love unstructured tailored clothing.

Unstructured wear, particularly the tailored jacket, is incredibly light in weight, breathable, contours your natural silhouette and exceptionally comfortable.

The only potential downside to unstructured tailoring is its inherent casualnesses, making it inappropriate for office wear. But, let’s be realistic, with today’s growing creative workforce and flexible dress codes, wearing an unstructured jacket is the least of your occupation’s concern.

However, in this post, I want to shred some light on unstructured outerwear. Currently, unstructured outerwear is still relatively uncommon and has yet to receive mass prominence. I always believe that an outerwear jacket should have less shoulder padding, or nothing at all. Have you ever tried to put on an overcoat with large shoulder padding over your jacket? If you have, you know its a hassle to don it over and consistently adjust your jacket accordingly. Well, the unstructured overcoat alleviates that.

The jacket I am featuring today is a charcoal herringbone topcoat from Gap x GQ’s Steve Allan’s collection. It was recently purchased at a Gap retail store during their 50% off sale. I have demonstrated three looks that is appropriate for all spectrums of formality.

All Business:


I can’t remember the last time I wore a tie. These days, I don’t wear ties often. But if its needed for say a meeting, I frequently choose a silk knitted tie, particularly one in navy to retain some form of formality.

An unstructured navy hopsack jacket from Spier & Mackay was chosen. Unstructured jacket with an unstructured overcoat = comfortability maximized.


The jacket does not have an accompanying trouser, hence a charcoal birdseye was paired as 1) neutrals work perfectly alongside each other and 2) charcoal is a great navy alternative for business wear.


I wanted to add some patterns to the outfit and thus a striped shirt from Spier & Mackay’s MTM program was picked.

One feature of an unstructured outerwear jacket that I love is the convenience of folding and holding it. With the lack of shoulder padding, the jacket can easily be “crushed”, wrapped or held as shown.


Topping it all off with a chocolate suede long wingtip and, of course, the overcoat.


All Day Casual:

One thing I love about an unstructured overcoat is how effortlessly it is to pair, especially if its in a neutral colour – like this grey charcoal herringbone.



For something casual and secure, grab your go-to raw dark denim, a pair of boots in literally any colour, a sweater or chunky turtleneck in this case and you are goodΒ to leave the house.


Business Casual:

We have a business one and a casual one so far, now for something in-between. This look features the same unstructured navy jacket from the All Business look and denim from the All Day Casual look. It just utilizes a thinner turtleneck (one that is able to fit under a jacket) and a pair of Chelseas for a more cohesive, or professional, appearance.



I used to dress extremely flamboyantly and often like wearing loud patterns or colours. As my style is maturing, I find myself wearing the same items and more muted colours/patterns. Through my experience, I learnt that fit and proportions are more important to nail to look stylish – an advice that I encourage you to thoroughly consider.



There, three looks of how versatile an unstructured outerwear can be. In regards to its comfortability, you got to try one for yourself to understand πŸ™‚

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